Vacation rentals in Montego Bay

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Top-rated vacation rentals in Montego Bay

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Superhost
Two lounge chairs are positioned by a private pool, offering views of the coastline and lagoon. The chairs feature bright, colorful fabrics, inviting relaxation under clear blue skies. Lush greenery and vibrant flowers adorn the surrounding area, enhancing the tranquil setting.
Condo in Montego Bay
4.82 out of 5 average rating, 387 reviews

Modern apartment with a pool & amazing views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. Start your day having coffee on the patio gazing at the awe-inspiring coastline and turquoise lagoon. The property is part of a secure, gated development with a private community pool for guests to laze away while perfecting their tan, or hide in the shade sipping on a cold drink. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation.

Guest favourite
A spacious bedroom features a plush bed dressed in white bedding, complemented by colorful wall art above. Mirrored side tables are positioned on either side of the bed. Natural light enters through sheer curtains, enhancing the modern atmosphere.
Condo in St. James Parish
4.9 out of 5 average rating, 137 reviews

Luxury In Paradise: Pool, Jacuzzi, Gated, 3rd Flr

Whether you’re in Jamaica for work or vacation, this condo will check all your boxes. Located in Ironshore, one of Montego Bay’s most prominent communities, sits Dream 36. A luxury condominium complex that’s close to entertainment, beaches, restaurants, and airport (12 mins). This one bedroom condo is extremely spacious at 900 sq ft. It boasts modern furnishings with a warm feel. You can truly relax with amazing amenities such as gated 24/7 security, lounge, pool, and rooftop views. Book now 😁

Guest favourite
An expansive view of the Caribbean Sea is captured from the rooftop patio, highlighting the serene blue water and sandy beach. Lush greenery borders the shoreline, while distant hills provide a picturesque backdrop under an overcast sky.
Condo in Montego Bay
4.82 out of 5 average rating, 151 reviews

Panoramic Studio with Ocean & Mountain Views

Wah Gwan, a.k.a "What's going on? " Come and stay at my newly updated condo!! It is in a great spot, close to all the action and Harmony Beach! It has a great view on the private 3rd floor, it is a good size & can accommodate 4 people with a mini separate bedroom area, blocked off by curtains. I love the full size fridge, the night views, (especially down by the pool area). I love that you can get a beer or a meal anytime. We also have a Mini Mart on the property!! You will enjoy your stay:)

Top guest favourite
A spacious studio apartment features a cozy bed with white bedding and a contemporary sofa in gray. Bright accents of yellow and green decor create a lively atmosphere. Large glass doors lead to a balcony, allowing natural light to fill the space and offering views of the surrounding area.
Condo in Montego Bay
5 out of 5 average rating, 125 reviews

The Palm - Studio Apartment

Enjoy stylish experience at our centrally-located studio apartment. The apartment is freshly renovated and has everything you need to feel like home. We are located within walking distance to Harmony Beach Park, Hip Strip (Gloucester Ave./Jimmy Cliff Blvd.,), Doctor’s Cave Beach Club, KFC, local crafts market and much more! Airport pick up & drop off can be arranged at additional cost. Tours and excursions, provided by our reliable partners, are available and can be booked upon request.

Top guest favourite
A bright bedroom is featured, showcasing a spacious bed adorned with soft pillows. Large windows provide panoramic views of the bay, allowing natural light to illuminate the area. A ceiling fan enhances airflow, while modern furnishings add to the inviting atmosphere.
Condo in Montego Bay
4.94 out of 5 average rating, 144 reviews

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant oceanfront one-bedroom condominium features a stunning balcony with 180-degree views of the Bay, inviting you to bask in the beauty of Jamaica's coastline. Highlights - Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request

Guest favourite
The pool area showcases a serene saltwater pool surrounded by lounge chairs and umbrellas. Lush palm trees and vibrant greenery frame the space, creating a tropical atmosphere ideal for relaxation.
Apartment in Montego Bay
4.84 out of 5 average rating, 116 reviews

LionHideVilla GD: salt water pool&ocean view roof

The Green Door apartment is a modern space with lots of amenities: A/C, hot water, Wi-Fi, ceiling fans, flat screen smart TV/cable, blue tooth speaker, linens/towels, full kitchen with granite countertops. It has its own patio with seating & is fully grilled with screened windows. The property is fully gated. The lot is well fruited with mango, ackee, june plum, orange, lime, cherry, breadfruit & avocado trees. There is currently construction next door during week day, daytime hours.

Guest favourite
A compact studio features a spacious bed with white linens and a blue throw, positioned near a well-equipped kitchenette. Light-colored cabinetry contrasts with the tiled floor, while framed artwork adds subtle decor to a bright, airy ambiance.
Condo in Montego Bay
4.92 out of 5 average rating, 103 reviews

Coastal Charm Hideaway

We strive to provide our guests with an exceptional experience, our attentive team is readily available to assist throughout your stay. From our doorstep, you'll have easy access to an array of local attractions, restaurants, airport, nightlife spots, and breathtaking beaches such as the popular Doctor's Cave Beach. Whether you're seeking adventure, relaxation, or cultural experiences, our centrally located apartment serves as an ideal starting point for your Caribbean escapades.

Guest favourite
A modern living area features a dark sofa adorned with decorative pillows, positioned beside a small table. Large windows provide natural light, framed by blue curtains. A potted plant adds a touch of greenery, while wooden accents contribute to the overall decor.
Apartment in Montego Bay
4.96 out of 5 average rating, 142 reviews

Luxury studio apartment on the Hip strip

Ultra modern and gated complex located 2 minutes drive from the Sangsters Intl. airport and walking distance from Montego Bay's world renowned Hip Strip and beaches. This unit also retains excellent privacy and quietness despite the hip strip basically being at your doorstep. Who says you can't have it all?! The unit has a fully stocked kitchen and wardrobe amenities and a free parking spot. What are you waiting on? Your dream destination awaits you at this lovely and cozy unit.

Top guest favourite
A charming two-story pink house is surrounded by lush green grass and tropical plants. Tall palm trees provide shade, and a walkway leads to the front entrance. A water tank is visible on the roof, enhancing the functional aspect of the property.
Guesthouse in Montego Bay
4.97 out of 5 average rating, 104 reviews

Always Home

This cozy and private hideaway is located in Bogue Village Montego Bay minutes away from Sangster International Airport, restaurants and shopping center. Although off the beaten path you'll want for nothing. Fantastic for first time or returning vacationers. The outdoor area is equipped with seasonal fruits, BBQ area, swing,hammock, green area, outdoor dining and privacy. The chirping birds, awesome sun rise and sunset add tranquility and peace of mind to each day.

Superhost
A cozy lounge area is showcased, featuring a comfortable blue armchair beside a stylish white coffee table. A Smart TV is mounted on the wall, while decorative elements like plants and lanterns add a touch of charm. Natural light filters through sheer curtains.
Apartment in Montego Bay
4.78 out of 5 average rating, 264 reviews

Seawind on the Bay Studio

A 300 square feet studio in the safest, prestigious residential neighborhood of Montego Bay. Steps away from a few restaurants. About 15 minutes drive from famous Hip Strip. 5 min drive to Fairview Plaza with multiple grocery stores, restaurants, movie theater, 24 hour pharmacy etc. Free parking and swimming pool and 24 hour security. Secrets spa is 5 minutes walk from us. The nearest beach is 5 minutes walk (formerly Hard Rock Café beach).

Guest favourite
A bright and airy studio space features a spacious bed with patterned pillows, complemented by a cozy seating area adorned with decorative cushions. Natural light filters through a large window, showcasing lush greenery outside. A stylish light fixture adds a modern touch to the ambiance.
Apartment in Montego
4.94 out of 5 average rating, 140 reviews

SERENITY ON THE BAY

Serenity On The Bay is located on the exclusive Freeport Peninsula, nestled between The Secrets and Sunscape Resorts. This is a safe community. The Montego Bay Yacht Club offers fine dining and an excellent bar, property borders the club. Along the Peninsula, there is a jogging trail, for your early morning or sunset run. At Serenity On The Bay one can take opportunity to visit the attractions/adventures as well as relaxation at every turn.

Guest favourite
A colorful fishing boat is anchored in clear turquoise waters, surrounded by gentle waves. The bright blue sky features wispy clouds, creating a serene coastal atmosphere. The horizon is visible in the distance, enhancing the tranquil setting of the scene.
Apartment in St. James Parish
4.96 out of 5 average rating, 125 reviews

HideAway By the Sea - Your HOME away from Home

Welcome to HideAway by the Sea, where you will be able to relax and enjoy the island. This studio apartment offers all the comforts of home with AC, room fan, hot water on demand, a washer, Smart TV, WIFI, comfy Queen bed and a fully equipped cooking space to make meals. This space is great for working professionals, travelers, singles, or a couple. It is very safe with 24-hour security. Smoking is permitted on patios only.

Popular amenities for Montego Bay vacation rentals

When is the best time to visit Montego Bay?

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All About Montego Bay

Montego Bay is an idyllic Caribbean vacation spot with year-round blue skies, white sandy beaches, and a vibrant nightlife on Jamaica’s North Coast. The famous Doctor’s Cave Beach lies at the heart of the city and features a historic bathing club overlooking a 300-metre stretch of sand with calm emerald waters patrolled by lifeguards. You can try parasailing and jet skiing or go snorkelling with colourful reefs to explore. Next door is the quiet Cornwall Beach with loungers for soaking up the sun, and Walter Fletcher Beach nearby is great fun, with a go-kart track and an aquatic park with blow-up slides.

Along the oceanfront is Gloucester Avenue, a two-mile strip of shops and restaurants with authentic jerk chicken. At night the strip is where you’ll find bars, reggae shows, and nightclubs where you can dance all night. Just off the coast is Montego Bay Marine Park, a protected area full of coral reefs and mangroves. A scuba diving or glass-bottom boat will take you to see swarms of tropical fish swimming around the reefs, including groupers, barracudas, and stripy sergeant majors.

The best time to stay in a vacation rental in Montego Bay

Jamaica experiences a tropical climate with year-round warm weather. The most pleasant time to vacation in a rental house or villa in Montego Bay is from December to April, when the days are warm and sunny for enjoying the beach with little chance of rain. The famous jazz and blues festival occurs in January with seven days of concerts featuring top local and international musicians. May to November is the rainy season, when you’re likely to experience warm humidity and changeable conditions. You can expect regular short, sharp bursts of showers mixed in with plenty of sunshine.

In July, one of the most popular reggae events in the city features local and international acts, with dancing and culinary delights. If you’re a foodie, consider timing your visit during Jamaica’s Food and Drink Festival, with five days of celebrations. While not a common occurrence, Jamaica can experience hurricanes, with the official hurricane season running from June to November.

Top things to do in Montego Bay

Martha Brae River

Head 30 minutes inland to Martha Brae River where you can take a traditional bamboo raft journey through beautiful jungle scenery. You’ll sit on top of a double-seat throne on the raft decorated with colourful flowers while a guide steers you along a three-mile stretch of the calm river. Bars and shops are available to stop at along the way. There’s even a zipline if you fancy whizzing across the river.

Montego Bay Cultural Centre

Visit the city’s cultural centre in Sam Sharpe Square to gain a fascinating insight into Jamaican culture and heritage. It is home to the National Museum West, which features Jamaica’s most prominent contemporary artists and includes paintings, sculptures, and photos. There’s a gift shop on-site where you can buy authentic Jamaican pieces crafted by locals, and the centre often holds events, including folk concerts.

Negril

You may want to visit the nearby town of Negril, home to Seven Mile Beach — regarded as one of the best beaches in the world. As the name suggests, this is a long stretch of beautiful white sand lined with palm trees and clear warm waters. For a spot of shopping, make your way to Norman Manley Boulevard, which is full of restaurants and reggae bars, as well as small stalls on the pavement selling crafts and jerk chicken.

Quick stats about vacation rentals in Montego Bay

  • Total vacation rentals

    Explore 1,940 vacation rentals in Montego Bay

  • Nightly prices starting at

    Montego Bay vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 47,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    890 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 190 rentals that welcome pets

  • Vacation rentals with a pool

    740 properties feature pools

  • Rentals with dedicated workspaces

    850 properties have a dedicated workspace

  • Wifi availability

    1,890 of Montego Bay vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Montego Bay rentals

  • 4.7 Average rating

    Montego Bay stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

  1. Airbnb
  2. Jamaica
  3. Saint James
  4. Montego Bay